Epinephrine
PubChem CID: 5816
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| Compound Synonyms | epinephrine, adrenaline, l-Adrenaline, 51-43-4, L-epinephrine, Adrenalin, Levoepinephrine, Epinefrina, Nephridine, Adnephrine, Chelafrin, Epinephran, Epirenan, Epipen, (-)-Epinephrine, (-)-Adrenaline, Renoform, Vasoconstrictine, Bronkaid Mist, Primatene Mist, Adrenalinum, Glauposine, Hemostasin, Hemostatin, Hypernephrin, Levorenin, Levorenine, Mucidrina, Nieraline, Paranephrin, Renaglandin, Renaleptine, Renostypticin, Scurenaline, Styptirenal, Supracapsulin, Supranephrane, Vasotonin, Adrenal, Adrenine, Epifrin, Exadrin, Hemisine, Renalina, Simplene, Takamina, Twinject, Adrin, Bosmin, (R)-Adrenaline, (-)-(R)-Epinephrine, Sus-Phrine, Antiasthmatique, Esphygmogenina, Isoptoepinal, Methylarterenol, Sphygmogenin, Stryptirenal, Supranephrine, Adrenamine, Adrenapax, Adrenasol, Adrenodis, Adrenohorma, Adrenosan, Adrenutol, Astmahalin, Astminhal, Balmadren, Bernarenin, Biorenine, Brevirenin, Drenamist, Dylephrin, Glaucosan, Glycirenan, Haemostasin, Haemostatin, Hektalin, Hyporenin, Intranefrin, Kidoline, Lyophrin, Myosthenine, Sindrenina, Soladren, Supranefran, Supranol, Takamine, Tokamina, Vasodrine, Corisol, Mytrate, Suprel, Asthma-nefrin, l-Epirenamine, Asmatane Mist, Sympathin I, (R)-Epinephrine, Asthma meter mist, Bronkaid, Supradin, Glaucon, Adrenalin-Medihaler, Dyspne-Inhal, Tonogen, 4-[(1R)-1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol, R-(-)-Epinephrine, Epiglaufrin, Epinephrinum, Epinefrin, Levorenen, Susphrine, Eppy, 1-Epinephrine, 1-Adrenalin, Epipen Jr., Epinefrin [Czech], Renaglandulin, Renostypricin, Vasoconstrictor, Adrenalina, Adrenatrate, Epirenin, Metanephrin, Renagladin, Renostyptin, Surenine, Surrenine, (R)-(-)-Adrenaline, Vasoton, d-Adrenaline, Rcra waste number P042, R-Adrenaline, Auvi-q, Vaponefrin, Methylaminoethanolcatechol, (R)-(-)-Epinephrine, l-Epinephrine (synthetic), Adrenalina [DCIT], Adrenaclick, Epinefrina [INN-Spanish], Epinephrinum [INN-Latin], Adrenan, Lyodrin, Symjepi, Adrine, l-Adrenalin, (R)-(-)-Adnephrine, EPIPEN E Z PEN, (R)-(-)-Epirenamine, EPI E Z PEN JR, (-)-Adrenalin, l-Methylaminoethanolcatechol, Twinject 0.3, Auvi-Q auto-injector, Twinject 0.15, Racepinefrine, (r)-, EPIPEN JR, 1,2-Benzenediol, 4-(1-hydroxy-2-(methylamino)ethyl)-, (R)-, Epinephrin, Levoreninum, SUS-PHRINE SULFITE-FREE, CCRIS 4812, Anapen, L-Epinehphrine, HSDB 4289, l-1-(3,4-Dihydroxyphenyl)-2-methylaminoethanol, (-)-3,4-Dihydroxy-alpha-((methylamino)methyl)benzyl alcohol, AI3-19015, RCRA waste no. P042, UNII-YKH834O4BH, 4-(1-Hydroxy-2-(methylamino)ethyl)-1,2-benzenediol, EINECS 200-098-7, Adrenalin (TN), Micronefrin, NSC 62786, Epitrate, Levo-Methylaminoethanolcatechol, 4-[(1R)-1-Hydroxy-2-(methylamino)ethyl]-1,2-benzenediol, 1-1-(3,4-Dihydroxyphenyl)-2-methylaminoethanol, (-)-R-Epinephrine, DTXSID5022986, Sus-phrine sulphite-free, Lopac-E-4642, 1,2-Benzenediol, 4-[(1R)-1-hydroxy-2-(methylamino)ethyl]-, NSC-62786, CHEMBL679, YKH834O4BH, D-Epinephrine, (R)-4-[1-Hydroxy-2-(methylamino)ethyl]-1,2-benzenediol, DTXCID802986, D-Epifrin, CHEBI:28918, 1,2-Benzenediol, 4-(1-hydroxy-2-(methylamino)ethyl)-, (theta)-, Benzyl alcohol, 3,4-dihydroxy-alpha-((methylamino)methyl)-, (-)-, Epinephrine [USP:INN:BAN:JAN], OCTOCAINE COMPONENT EPINEPHRINE, IONTOCAINE COMPONENT EPINEPHRINE, NCGC00015417-01, NCGC00142615-03, NCGC00142615-08, 1,2-Benzenediol, 4-((1R)-1-hydroxy-2-(methylamino)ethyl)-, Epinefrina (INN-Spanish), Epinephrinum (INN-Latin), ADRENALINE (MART.), ADRENALINE [MART.], EPINEPHRINE (USP-RS), EPINEPHRINE [USP-RS], ADRENALINE (EP IMPURITY), ADRENALINE [EP IMPURITY], LIDOSITE TOPICAL SYSTEM KIT COMPONENT EPINEPHRINE, (-)-3,4-Dihydroxy-a-[2-(methylamino)ethyl]benzyl alcohol, ADRENALINE (EP MONOGRAPH), ADRENALINE [EP MONOGRAPH], Epinephrine (USP:INN:BAN:JAN), Exadri, EPINEPHRINE (USP MONOGRAPH), EPINEPHRINE [USP MONOGRAPH], 1,2-Benzenediol, 4-[1-hydroxy-2-(methylamino)ethyl]-, (R)-, l-Epinephine, 4-((1R)-1-HYDROXY-2-(METHYLAMINO)ETHYL)-1,2-BENZENEDIOL, Asthmahaler Mist, Ana-Guard, Ana-Kit, (+/-)-Epinephrine, CAS-51-43-4, Epipen EZ Pen, L-Adrenaline Base, Epi EZ Pen Jr, ADROP, Epinephrine [USAN:INN:JAN], Epipen Auto-Injector, L-(-)-EPINEPHRINE, (+/-)-Adrenalin, (-)-Epinephrine Solution in Methanol, 100ug/mL, Bronkaid Suspension Mist, 4-[1-Hydroxy-2-(methylamino)ethyl]-1,2-benzenediol, Epipen Jr. Auto-Injector, epineprine, (R)-4-(1-Hydroxy-2-(methylamino)ethyl)-1,2-benzenediol, 4-((1R)-1-hydroxy-2-(methylamino)ethyl)benzene-1,2-diol, adrAnaline, EpinJect, NSC62786, Bupivacaine Hcl and Epinephrine, Benzyl alcohol, 3,4-dihydroxy-.alpha.-[(methylamino)methyl]-, (-)-, BENZYL ALCOHOL, 3,4-DIHYDROXY-.ALPHA.-((METHYLAMINO)METHYL)-, (-)-, Epinephrine1553, epinephrine solution, ALE, IOP, Epinephrine (USP), Prime Asthma Relief, Epipen (TN), nchembio747-comp9, ASTHMAHALIN, Twinject 0.30, Adrenaline/Epinephrine, Epinephrine Inhalation, (-)-Epinephrine, L-Adrenaline, (-)-Adrenalin, Adrenaline (JP15), Adrenaline (JP18), Epitrate (Salt/Mix), Auvi-q (TN), ADRENALIN(R), epinephrine, racepinefrine, ADRENALINE [JAN], Epinephrine (USP/INN), EPINEPHRINE [MI], EPINEPHRINE [INN], ADRENALINUM [HPUS], EPINEPHRINE [HSDB], bmse000316, 4-[1-Hydroxy-2-(methylamino)ethyl]-1,2-benzenediol #, Citanest Forte (Salt/Mix), L-Adrenaline (Epinephrine), SCHEMBL3814, 3,4-Dihydroxy-.alpha.-((methylamino)methyl)benzyl alcohol, EPINEPHRINE [WHO-DD], EPINEPHRINE [WHO-IP], GTPL479, BIDD:GT0119, E4250_SIGMA, ADRENALIN (EPINEPHRINE), (-)-Epinephrine (+)-bitartrate salt, L-Adrenaline (+)-bitartrate salt, BDBM44818, cid_6852374, HY-B0447B, (r)-4-(1-hydroxy-2-(methylamino)ethyl)benzene-1,2-diol, A01AD01, B02BC09, C01CA24, component of E-Pilo (Salt/Mix), EPINEPHRINE (AUTOINJECTOR), EPINEPHRINE [ORANGE BOOK], R01AA14, R03AA01, S01EA01, GLXC-14445, HMS3884H06, Episnap Epinephrine Convenience Kit, (R)-(-)-3,4-Dihydroxy-alpha-(methylaminomethyl)benzyl alcohol, 104655-05-2, BCP09042, EPINEPHRINUM [WHO-IP LATIN], Tox21_111562, BDBM50029050, HSCI1_000215, MFCD00002204, MFCD00063027, PDSP1_001120, PDSP2_001104, s2522, 51-43-4 (FREE BASE), AKOS024283500, Tox21_111562_1, CCG-204593, DB00668, FA10705, MSK000565-100M, SDCCGSBI-0050486.P002, SMP1_000227, (-)-Epinephrine, >=97.0% (NT), EPINEPHRINE COMPONENT OF OCTOCAINE, NCGC00142615-01, NCGC00142615-04, NCGC00142615-05, NCGC00142615-06, NCGC00142615-07, NCGC00142615-09, NCGC00142615-18, AC-13188, AC-31211, AS-13813, DA-50242, EPINEPHRINE COMPONENT OF IONTOCAINE, 4,5-beta-trihydroxy-N-methylphenethylamine, 1ST000565-100M, A0173, NS00010349, SW219274-1, C00788, D00095, D88222, EN300-120880, AB00573227-11, AB00573227-12, AB00573227-13, AB00573227_14, AB00573227_15, Q132621, 4-(1-hydroxy-2-methylamino-ethyl)benzene-1,2-diol, ethanol, 1-(3,4-dihydroxyphenyl)-2-(methylamino)-, SR-01000075267-8, 3,4-Dihydroxy-alpha-(methylaminomethyl)benzyl alcohol, BRD-K63126190-001-03-6, BRD-K63126190-001-04-4, BRD-K63126190-001-05-1, BRD-K63126190-003-01-6, BRD-K63126190-046-02-3, BRD-K63126190-046-03-1, NORADRENALINE TARTRATE IMPURITY A [EP IMPURITY], V49663C-25 SPINAL 25G PENCIL POINT NOVAPLUS, 4-[(1R)-1-hydroxy-2-methylaminoethyl]benzene-1,2-diol, Z1255449978, (-)-3,4-dihydroxy-a-[(methylamino)methyl]-Benzyl alcohol, Adrenaline, European Pharmacopoeia (EP) Reference Standard, EPINEPHRINE COMPONENT OF LIDOSITE TOPICAL SYSTEM KIT, (+/-)-3,4-Dihydroxy-alpha-(methylaminomethyl)benzyl alcohol, (-)-3,4-dihydroxy-alpha-[(methylamino)methyl]-Benzyl alcohol, (-)-3,4-Dihydroxy-alpha-[2-(methylamino)ethyl]benzyl alcohol, 3,4-DIHYDROXY-1-(1-HYDROXY-2-(METHYLAMINO)ETHYL)BENZENE, 4-[(1R)-1-hydroxy-2-(methylamino)ethyl]pyrocatechol, tartaric acid, (-)-3,4-DIHYDROXY-.ALPHA.-((METHYLAMINO)METHYL)BENZYL ALCOHOL, Adrenaline with impurity F, European Pharmacopoeia (EP) Reference Standard, 2,3-bis(oxidanyl)butanedioic acid, 4-[(1R)-2-(methylamino)-1-oxidanyl-ethyl]benzene-1,2-diol, 200-098-7 |
|---|---|
| Topological Polar Surface Area | 72.7 |
| Hydrogen Bond Donor Count | 4.0 |
| Heavy Atom Count | 13.0 |
| Pathway Kegg Map Id | map00350 |
| Description | Epinephrine is a catecholamine, a sympathomimetic monoamine derived from the amino acids phenylalanine and tyrosine. It is the active sympathomimetic hormone secreted from the adrenal medulla in most species. It stimulates both the alpha- and beta- adrenergic systems, causes systemic vasoconstriction and gastrointestinal relaxation, stimulates the heart, and dilates bronchi and cerebral vessels. It is used in asthma and cardiac failure and to delay absorption of local anesthetics. Epinephrine also constricts arterioles in the skin and gut while dilating arterioles in leg muscles. It elevates the blood sugar level by increasing hydrolysis of glycogen to glucose in the liver, and at the same time begins the breakdown of lipids in adipocytes. Epinephrine has a suppressive effect on the immune system. [HMDB] |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 154.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 1.0 |
| Enzyme Uniprot Id | P00439, P08913, P18089, P08588, P07550 |
| Uniprot Id | P27338, P21397, P21964, P00439, P11086, P08913, P18089, P08588, P07550, P35348, Q96RJ0, n.a., P43140, B0FL73, Q8K4Z4, P21728, P18901, P61169, P22909, P26255, P18090, P54833, P10608, P00915, P00918, P22748, P35218, P43166, Q9ULX7, P13945, O15245, Q03164, P46063, B2RXH2, P42345, Q9NUW8, P16473, P10636, Q16665, P00352, Q9F4F7, P18054, P28482, O97447, Q99714, P10635, P08684, Q99549, O89049, Q96KQ7, O15648, P07378, Q13951, P39748, P05177, P11473, P04150, Q9UBT6, O94782, P15823, P25100, P18825, P12530, Q9R0W2, Q63089, Q16236, P43220, P15289, P27695, P22734, P14416, P40881, Q4CVY4, P35368, P0DTD1 |
| Iupac Name | 4-[(1R)-1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol |
| Prediction Hob | 1.0 |
| Class | Benzene and substituted derivatives |
| Target Id | NPT1788, NPT227, NPT47, NPT48, NPT940, NPT50, NPT210, NPT51, NPT211, NPT94, NPT1119, NPT282, NPT149, NPT110, NPT109, NPT208, NPT221, NPT222, NPT223, NPT224, NPT226, NPT243, NPT225, NPT1789 |
| Xlogp | -1.4 |
| Superclass | Benzenoids |
| Subclass | Phenols and derivatives |
| Molecular Formula | C9H13NO3 |
| Prediction Swissadme | 0.0 |
| Inchi Key | UCTWMZQNUQWSLP-VIFPVBQESA-N |
| Fcsp3 | 0.3333333333333333 |
| Logs | -2.996 |
| Rotatable Bond Count | 3.0 |
| State | Solid |
| Logd | -0.457 |
| Synonyms | (-)-(R)-Epinephrine, (-)-3,4-Dihydroxy-a-((methylamino)methyl)benzyl alcohol, (-)-3,4-dihydroxy-a-[(methylamino)methyl]-Benzyl alcohol, (-)-3,4-Dihydroxy-a-[2-(methylamino)ethyl]benzyl alcohol, (-)-3,4-Dihydroxy-alpha-((methylamino)methyl)benzyl alcohol, (-)-3,4-dihydroxy-alpha-[(methylamino)methyl]-Benzyl alcohol, (-)-3,4-Dihydroxy-alpha-[2-(methylamino)ethyl]benzyl alcohol, (-)-3,4-Dihydroxy-α-((methylamino)methyl)benzyl alcohol, (-)-Adrenaline, (-)-Epinephrine, (R)-(-)-Adnephrine, (R)-(-)-Adrenaline, (R)-(-)-Epinephrine, (R)-(-)-Epirenamine, (R)-4-[1-hydroxy-2-(methylamino)ethyl]-1,2-Benzenediol, (R)-Adrenaline, (R)-Epinephrine, 4-[(1R)-1-hydroxy-2-(methylamino)ethyl]-1,2-Benzenediol, Adnephrine, Adrenal, Adrenalin, Adrenaline, Adrenine, Adrin, Ana-Kit, Bosmin, Bronkaid Mist, Chelafrin, Epifrin, Epiglaufrin, Epinefrina, Epinephran, Epinephrin, Epinephrine, Epinephrinum, Epipen, Epipen jr, Epirenan, Eppy, Exadrin, Glauposine, Hemisine, Hemostasin, Hemostatin, Hypernephrin, Isoptoepinal, l-1-(3,4-Dihydroxyphenyl)-2-methylaminoethanol, L-Adrenaline, l-Epinephrine, l-Epirenamine, L-Methylaminoethanolcatechol, Levoepinephrine, Levorenen, Levorenin, Levorenine, Levoreninum, Lyodrin, Methylarterenol, Mucidrina, Nephridine, Nieraline, Paranephrin, Primatene, Primatene Mist, R-(-)-Epinephrine, Renaglandin, Renaleptine, Renalina, Renoform, Renostypticin, Renostyptin, Scurenaline, Simplene, Styptirenal, Supracapsulin, Supranephrane, Suprarenaline, Suprarenin, Surrenine, Sus-phrine, Takamina, Vasoconstrictine, Vasotonin, 4-[(1R)-1-Hydroxy-2-(methylamino)ethyl]-1,2-benzenediol, Epipen JR, Auvi-Q, (-)-3,4-Dihydroxy-a-[(methylamino)methyl]-benzyl alcohol, (-)-3,4-Dihydroxy-alpha-[(methylamino)methyl]-benzyl alcohol, (R)-4-[1-Hydroxy-2-(methylamino)ethyl]-1,2-benzenediol, Ana-kit, Bronkaid mist, L-1-(3,4-Dihydroxyphenyl)-2-methylaminoethanol, L-Epinephrine, L-Epirenamine, Primatene mist, 4-(1-Hydroxy-2-(methylamino)ethyl)-1,2-benzenediol, Epinephrine bitartrate, Epinephrine hydrogen tartrate, Lyophrin, Adrenaline bitartrate, Adrenaline hydrochloride, Epinephrine acetate, Allergan brand OF adrenaline hydrochloride, Epitrate, Acetate, epinephrine, Adrenaline acid tartrate, Epinephrine hydrochloride, Medihaler-epi |
| Substituent Name | Catecholamine, Benzyl alcohol, Aralkylamine, Secondary alcohol, 1,2-aminoalcohol, Secondary amine, Secondary aliphatic amine, Hydrocarbon derivative, Aromatic alcohol, Organooxygen compound, Organonitrogen compound, Amine, Alcohol, Aromatic homomonocyclic compound |
| Compound Name | Epinephrine |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 183.09 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 183.09 |
| Hydrogen Bond Acceptor Count | 4.0 |
| Molecular Weight | 183.2 |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 1.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Esol | -0.2563218615384614 |
| Inchi | InChI=1S/C9H13NO3/c1-10-5-9(13)6-2-3-7(11)8(12)4-6/h2-4,9-13H,5H2,1H3/t9-/m0/s1 |
| Smiles | CNC[C@@H](C1=CC(=C(C=C1)O)O)O |
| Nring | 1.0 |
| Defined Bond Stereocenter Count | 0.0 |
| Taxonomy Direct Parent | Catechols |
- 1. Outgoing r'ship
FOUND_INto/from Artemisia Oranensis (Plant) Rel Props:Source_db:npass_chem_all - 2. Outgoing r'ship
FOUND_INto/from Aruncus Dioicus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 3. Outgoing r'ship
FOUND_INto/from Buxus Sempervirens (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 4. Outgoing r'ship
FOUND_INto/from Cabucala Madagascariensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 5. Outgoing r'ship
FOUND_INto/from Centaurea Amara (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 6. Outgoing r'ship
FOUND_INto/from Dysoxylum Lenticellatum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 7. Outgoing r'ship
FOUND_INto/from Halimeda Macroloba (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 8. Outgoing r'ship
FOUND_INto/from Haplopappus Venetus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 9. Outgoing r'ship
FOUND_INto/from Hesperocyparis Macrocarpa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 10. Outgoing r'ship
FOUND_INto/from Kochia Trichophylla (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 11. Outgoing r'ship
FOUND_INto/from Phebalium Ozothamnoides (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 12. Outgoing r'ship
FOUND_INto/from Piper Futokadsura (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 13. Outgoing r'ship
FOUND_INto/from Portulaca Oleracea (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 14. Outgoing r'ship
FOUND_INto/from Potentilla Multifida (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 15. Outgoing r'ship
FOUND_INto/from Rhaponticum Carthamoides (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 16. Outgoing r'ship
FOUND_INto/from Saururus Cernuus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 17. Outgoing r'ship
FOUND_INto/from Strychnos Fendleri (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 18. Outgoing r'ship
FOUND_INto/from Vicia Villosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 19. Outgoing r'ship
FOUND_INto/from Vitex Megapotamica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all